It's not a very good idea to try to reason your way to correct theology based on an emotional appeal.
The blessed in heaven see things as God sees them. They will have the same sorrow at seeing damned souls in hell that God has. However, that sorrow is tempered by the certain knowledge that those souls freely chose their fate, and God simply respected their choice.
Isaiah 1:18.....sorry old friend, I couldn't resist!
The blessed in heaven see things as God sees them.
Who are these folks...."blessed in heaven"?
They will have the same sorrow at seeing damned souls in hell that God has. However, that sorrow is tempered by the certain knowledge that those souls freely chose their fate, and God simply respected their choice.
I cannot find reference to this in my Bible. I know this is a tradition of your Church....and I respect you for your beliefs....but they are not mine.